Cheap Flight Deals to Chipley FL from CA $297

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Chipley?

The cheapest prices found with in the last 7 days for return flights were CA $295 and CA $297 for one-way flights to Chipley for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
TPATallahasseeJune 5 to June 9CA $295
BOSPanama CityJune 11 to June 18CA $538
ORDTallahasseeJune 4 to June 11CA $546
YYZPanama CityJune 16 to June 20CA $568
YYZTallahasseeMay 29 to June 5CA $596
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZPanama CityMay 26 to May 31CA $672
YYZTallahasseeMay 25 to June 8CA $696
ORDPanama CityMay 25 to May 26CA $961
*Prices include taxes and fees

Your guide to flights to Chipley, FL

Air Canada, United fly to Chipley, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Chipley FL currently costs between CA $295 and CA $961. Prices vary, but for the best fares, travel in May when prices are at their lowest.  

Top tips for finding cheap flights to Chipley  

The cheapest flight for a round trip to Chipley is currently CA $295. When you search for flights to Chipley, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Chipley for nearby days.  The cheapest month to travel to Chipley is June from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Chipley 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Chipley with Travelocity 

We have top deals on plane tickets even for last minute flights to Chipley, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Chipley for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Chipley

Quality Inn Chipley I-10 at Exit 120

Quality Inn Chipley I-10 at Exit 120

2.5 out of 5
1130 Motel Drive, Chipley, FL
The price is CA $98 per night from Jun. 9 to Jun. 10
CA $98
per night
Jun. 9 - Jun. 10
Book a stay at this business-friendly hotel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
7.8/10 Good! (545 reviews)
"The greeting was kind and pleasant and efficient. The checkout was equally proficient."

Reviewed on 6 May 2024

Quality Inn Chipley I-10 at Exit 120
Super 8 by Wyndham Chipley

Super 8 by Wyndham Chipley

2 out of 5
1150 Motel Drive, Chipley, FL
The price is CA $82 per night from May 30 to May 31
CA $82
per night
May 30 - May 31
Book a stay at this business-friendly motel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.8/10 (463 reviews)
"Clean room clean outside polite staff"

Reviewed on 12 May 2024

Super 8 by Wyndham Chipley
Days Inn by Wyndham Chipley

Days Inn by Wyndham Chipley

2 out of 5
1110 Lost Lake Rd, Chipley, FL
The price is CA $93 per night from Jun. 3 to Jun. 4
CA $93
per night
Jun. 3 - Jun. 4
Book a stay at this business-friendly hotel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Falling Waters State Park and ...
6.6/10 (298 reviews)
"Shower need work. Shower bar bends so curtain can’t stay closed."

Reviewed on 3 Mar. 2024

Days Inn by Wyndham Chipley
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Chipley

Red Roof Inn Chipley

2 out of 5
1593 Main St, Chipley, FL
The price is CA $82 per night from Jun. 2 to Jun. 3
CA $82
per night
Jun. 2 - Jun. 3
Stay at this hotel in Chipley. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pal's Park and Falling Waters State Park are located ...
6.4/10 (289 reviews)
"the only concern about the room was I needed help getting into bed because the mattresses were too high."

Reviewed on 11 Apr. 2024

Red Roof Inn Chipley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Chipley

Super 8 by Wyndham Chipley

Super 8 by Wyndham Chipley

2 out of 5
1150 Motel Drive, Chipley, FL
The price is CA $82 per night from May 30 to May 31
CA $82
per night
May 30 - May 31
Book a stay at this business-friendly motel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.8/10 (463 reviews)
"Clean room clean outside polite staff"

Reviewed on 12 May 2024

Super 8 by Wyndham Chipley
Quality Inn Chipley I-10 at Exit 120

Quality Inn Chipley I-10 at Exit 120

2.5 out of 5
1130 Motel Drive, Chipley, FL
The price is CA $98 per night from Jun. 9 to Jun. 10
CA $98
per night
Jun. 9 - Jun. 10
Book a stay at this business-friendly hotel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
7.8/10 Good! (545 reviews)
"The greeting was kind and pleasant and efficient. The checkout was equally proficient."

Reviewed on 6 May 2024

Quality Inn Chipley I-10 at Exit 120
Red Roof Inn Chipley

Red Roof Inn Chipley

2 out of 5
1593 Main St, Chipley, FL
The price is CA $82 per night from Jun. 2 to Jun. 3
CA $82
per night
Jun. 2 - Jun. 3
Stay at this hotel in Chipley. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pal's Park and Falling Waters State Park are located ...
6.4/10 (289 reviews)
"the only concern about the room was I needed help getting into bed because the mattresses were too high."

Reviewed on 11 Apr. 2024

Red Roof Inn Chipley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chipley

Comfort Inn & Suites Chipley

Comfort Inn & Suites Chipley

2.5 out of 5
1140 Motel Dr, Chipley, FL
The price is CA $135 per night from May 23 to May 24
CA $135
per night
May 23 - May 24
Stay at this hotel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Pal's ...
7.8/10 Good! (477 reviews)
"i always stay here when in the area on business and its always a great experience"

Reviewed on 17 May 2024

Comfort Inn & Suites Chipley
Quality Inn Chipley I-10 at Exit 120

Quality Inn Chipley I-10 at Exit 120

2.5 out of 5
1130 Motel Drive, Chipley, FL
The price is CA $98 per night from Jun. 9 to Jun. 10
CA $98
per night
Jun. 9 - Jun. 10
Book a stay at this business-friendly hotel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
7.8/10 Good! (545 reviews)
"The greeting was kind and pleasant and efficient. The checkout was equally proficient."

Reviewed on 6 May 2024

Quality Inn Chipley I-10 at Exit 120
Days Inn by Wyndham Chipley

Days Inn by Wyndham Chipley

2 out of 5
1110 Lost Lake Rd, Chipley, FL
The price is CA $93 per night from Jun. 3 to Jun. 4
CA $93
per night
Jun. 3 - Jun. 4
Book a stay at this business-friendly hotel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Falling Waters State Park and ...
6.6/10 (298 reviews)
"Shower need work. Shower bar bends so curtain can’t stay closed."

Reviewed on 3 Mar. 2024

Days Inn by Wyndham Chipley
Save an average of 15% on thousands of hotels when you're signed in
Super 8 by Wyndham Chipley

Super 8 by Wyndham Chipley

2 out of 5
1150 Motel Drive, Chipley, FL
The price is CA $82 per night from May 30 to May 31
CA $82
per night
May 30 - May 31
Book a stay at this business-friendly motel in Chipley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.8/10 (463 reviews)
"Clean room clean outside polite staff"

Reviewed on 12 May 2024

Super 8 by Wyndham Chipley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Chipley Flight and Hotel Packages

Chipley flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Beachside Resort Panama City Beach
Hampton Inn & Suites Panama City Beach-Beachfront
Sugar Sands Beachfront Hotel, a By The Sea Resort
Don't see what you're looking for?
See all available trips from Toronto to Chipley
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Need a car after flight to Chipley?

Frequently asked questions

Which airlines fly to Chipley?
All set to book the ticket for your incredible vacation to Chipley? A total of 5 airlines advertise flights to this destination. Some of the most sought-after carriers are:

  • American Airlines
  • Delta Air Lines
  • Southwest Airlines

What airport is best to fly into Chipley?
Northwest Florida Beaches Intl. Airport is approximately 56 kilometers from all the hustle and bustle of downtown Chipley. It’s the only airport servicing the city, so there’s no risk of your cab driver dropping you off at the wrong one!
Where to stay in Chipley
Book ahead of time and avoid having your Chipley vacation plans spoiled! With just 7 accommodations available, there’s no better time than now to reserve somewhere to stay.When you’ve got a vacation to plan, who wants to spend hours searching for a place to stay? Don’t stress, we’ve done the hard work for you already. The House in town, secluded backyard and the Red Roof Inn Chipley are a couple of our highly recommended properties here.
Places to visit in Chipley
0 When you’ve had your fill of sightseeing, make some time to go stand-up paddle boarding. It’s a fun and popular way to enjoy another side of the wider region.
How to get through airport security fast when traveling to Chipley
Your trip to Chipley starts as soon as you’ve satisfied the security checks. We’ve put together a list of hints and tips to ensure you get through quickly:

  • Ensure your travel ID and boarding pass are not difficult to reach. You will be instructed to produce them straightaway.
  • Remove your jewellery, belt and shoes before approaching the security checkpoint. Items such as these are not allowed to pass through the body scanner.
  • Laptops need to be removed from their protective cases and placed in a tray before going through the X-ray machine.
  • Face cream, toothpaste and other toiletry items in cream, liquid or gel form need to be stored in containers no larger than 3.4 ounces (100 milliliters). They must also fit in a 1-quart (1-liter) clear resealable bag.
  • Give some thought to the type of footwear you want to fly in. Slippers are great because they’re super easy to step out of for the airport security checks. Try wearing some on your next flight!
  • Some places have strict biosecurity laws. Consider where you’re journeying to and whether or not you can travel with fresh fruit and other foods.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Chipley

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chipley. Browse through our inventory to explore a wide range of cheap flights to Chipley to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chipley as you anxiously await to exit the plane and explore what Chipley has to offer. Considering all the amazing local food and culture in Chipley, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chipley to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chipley without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chipley with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chipley today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.